A group vacation, whether you’re heading out with friends or family, can make for memories of a lifetime. But it can also be difficult to plan. Where can you go that will have accommodation for everyone? And, in many cases, not break the bank. Whether you’re looking for a luxury winter getaway or something more budget-friendly, you’re sure to find something suitable on this list for all.
The Ranch at Rock Creek - Philipsburg, Montana
A spectacular wilderness retreat in Montana, Rock Creek offers an all-inclusive experience that’s sure to be magical in winter, with the season bringing a dazzling snowy wonderland. The Ranch at Rock Creek sits across more than 6,600 acres bordered by the Sapphire, Flint Creek, and Anaconda Mountains of Montana and provides a postcard-perfect setting with opportunities for sledding in the hills, sleigh rides, snowshoeing, cross-country, or downhill skiing. Many of the accommodations here are tailored for families and can make the perfect place for any group, like the five-bedroom Bear House and the Historic Barn, which includes three bunk beds in the original horse stalls of the barn, a full-size kitchen, and laundry facilities.
Tryall Club - Montego Bay, Jamaica
If a luxury tropical escape for a family reunion or any type of celebration is what you had in mind, the Tryall Club in Montego Bay, Jamaica may be your ideal destination. It offers over 70 villas with layouts for groups of various sizes and opportunities for an exclusively curated event that includes your own butler and chef. Some of the larger villas can even accommodate gatherings for up to 100. Bachelor parties including excursions like snorkeling and private beachfront yoga or in-villa massages are possible too.
Mountain View Grand Resort & Spa - Whitefield, New Hampshire
This top New England resort in the White Mountains is a great place to host a reunion with access to a variety of activities nearby that are sure to please all. Enjoy skiing at Cannon Mountain and taking advantage of the free kids’ program, the Mountaineering Club. It offers outdoor play and nature exploration along with indoor arts and crafts, including evening sessions that allow the adults to take part in an adults-only dinner at the resort’s 1865 Wine Cellar. Heritage Suites are great for families with a bedroom that has a king bed and a separate living room with a pullout sofa along with impressive views.
Sunriver Resort - Sunriver, Oregon
Located close to beautiful Bend on the east side of the Cascade Mountain Range, Sunriver Resort is a top-rated Oregon resort that offers vacation rentals and condos ideal for families and all types of groups. Set across across 3,300 acres along the Deschutes River, the AAA Four-Diamond award-winning property offers something for everyone. Enjoy skiing and boarding nearby at Mt. Bachelor, sleigh rides, snowshoeing and pampering treatments at the spa. There are multiple dining and drinking options on site too.
Trapp Family Lodge - Stowe, Vermont
The Trapp Family Lodge is an Austria-inspired hotel that sits across 2,500 picturesque acres offering spectacular views near charming Stowe and is run by the same Von Trapp family made famous by “The Sound of Music.” It hosts everything from studio to two-bedroom suites as well as activity-filled family reunions. The property includes miles and miles of cross-country and backcountry ski trails, and also offers sleigh rides and Von Trapp history tours – it even has Austrian-style lager brewed onsite.
One Ski Hill Place - Breckenridge, Colorado
Tucked into the breathtaking Colorado Rockies at Breckenridge Ski Resort, One Ski Hill Place makes for a great ski-focused vacation. The ski-in/ski-out property includes locker rooms and equipment storage along with condominium-style guest rooms in a variety of sizes and layouts ranging from studios to four-bedroom units. All come with HDTVs, Blu-ray players, and private balconies. Enjoy lots of amenities too, including a spa, pools, and three onsite restaurants as well as a bowling alley.
Sedona Springs Resort - Sedona, Arizona
Sedona is the perfect place for everyone to connect with positive energy thanks to its vortexes, not to mention all the crystal sellers. With mild winters, you’ll be able to enjoy hikes to Cathedral Rock or Devil’s Bridge, and if snowfall comes, those red rock formations will look beautiful with a dusting of white, especially against the nearly always bright blue skies. Sedona Springs Resort is an ideal place to stay, with two-bedroom options that include sofa beds and full kitchens accommodation for up to eight guests.
Spruce Point Inn Resort and Spa - Boothbay Harbor, Maine
Spruce Point Inn is a family-friendly resort that has accommodations that include three-bedroom townhouses and cottages, complete with large living rooms that have pull-out sofas and full kitchens. Many include fireplaces, ideal for cozying up next to with a cup of hot cocoa after enjoying the magical season in Maine, skiing, snowboarding, sledding, snowmobiling, or even winter fat biking. There are three restaurants right onsite for enjoying locally caught seafood, grass-fed beef, and produce from local organic farms.
Tahoe Lakeshore - South Lake Tahoe, California
Tahoe Lakeshore Lodge and Spa is popular with families and groups with condo-style accommodations that include full kitchens and balconies overlooking the lake. All boast magnificent lake and mountain views. Enjoy a private, secluded feel along with convenience with the property within walking distance from restaurants and shops. The Stateline casino downtown area and world-class skiing are just a short drive away, and there’s a full-service day spa as well as a heated pool and hot tub.
